Harem of the Dora Prince - Volume 2, Afterwords

He lived from BC to the Middle Ages, from the Renaissance to the Industrial Revolution, and from Cyberpunk to the Interstellar Age. He has been a king and a prophet, a knight and a nobleman, a versatile artist, a genius inventor…
This is a four-thousand-year human epic——
“To us four thousand years from now:
“Is the world at peace? Is famine extinct? Can people touch the stars? How long is the human lifespan? How far is the boundary of the earth? Human…do you remember us?”
——Excavated from Earth Age Tenth Century BC, Solomon Prayer Book.

- Description from novelbuddy

The protagonist, Winnie (文尼), confesses his love to his childhood friend—the princess he’s been secretly in love with for years—but is brutally rejected in public. His heart shatters, he’s humiliated and ridiculed, and he collapses unconscious. When he wakes up, he vaguely remembers his past life’s memories and realizes he has transmigrated into the world of an otome game he played before. At first, he’s thrilled, thinking, “Nice! I must have been reincarnated as a villainous side character who disrupts the protagonist’s romance, right?” But then… surprise! He’s not just the villain—he’s the “Saintess”!

Empire of the Ring is a Korean modern fantasy epic adventure novel that sets in the nations of the Caucasus mountain range which separates Europe and Asia. The nations of Caucasus are regions of many conflicts over territories, ethnicities, and religions. The story begins as Lee Youngho, a warm-hearted Korean merchandiser, takes a business trip to a disputed territory of the Caucasus nations to sell Korean unmanned security systems only to get misconstrued as a spy and caught by Armenian militia. Youngho eventually gets involved with the militia and CIA to help out people of the regions from conflicts and works toward a birth of a new empire in Caucasus.

God plucked one of his creations from his first Earth and gave him a second chance in another one of his Earths...surprise it is in DxD! Now reincarnated as a perverted side character how will our poor protagonist handle his new identity? Well he probably wont make the choices you will want him to, that's for sure!